
Holiday rentals in Evanston
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Top-rated holiday rentals in Evanston
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Stylish & Comfy Gem near Downtown~Balcony~Parking
My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

Vintage sunlit 2.5 BR apt. Perfect for families!
Welcome to the spacious, sunny 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 4 guests. The vintage kitchen is well supplied inc. Keurig & pods. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 18 min walk for trains to city, 5 min drive to lake. Wifi

Spacious 3 bdrm apt. near NU + Chicago + lake.
Gather, relax and enjoy this spacious newly decorated 3 bedroom apt surrounded by available artwork by local artists. Get cozy in the winter with indoor fireplace and outdoor fire pit or cool off in summer at nearby beach. Located in a tree lined historical district that is near local shops, restaurants, coffee shops, breweries and wine bar. Close to public transportation including trains, buses and bike rentals to explore and visit Northwestern University, Chicago, Lake Michigan and more.

New 3bd/1.5 bth Apt w/private prkg
A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

Charming, Sunny Apartment with Backyard Garden
House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

A guest suite centrally located, but so quiet
IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

SW Evanston Private, Stylish, Spacious Suite
Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Ashland Ice Cream House
This 1907 farmhouse style two flat sits on one of Evanston's prettiest blocks. Freshly updated and upgraded, this 2nd floor apartment consists of two levels. The main level includes living room with a sleeper sofa, an eat in kitchen, full bath and a bedroom with a full sized bed. The second level is a finished loft with a queen bed and separate office area. Host lives in first floor unit. Blocks to CTA, Metra and shopping. Ample street parking, cable and fast wi-fi.

3 BR Evanston Apt near Chicago
3 Miles to Northwestern and 2.5 to Loyola Universities. Enjoy local shopping, entertainment & restaurants in Evanston. Walk, bike or drive to Lake Michigan's beautiful beaches. CTA to Chicago nearby. Two BRs with king beds and a third BR with a full. LR has turntable, records, Netflix, Max, Disney+, Hulu... Enjoy a ping pong table and puzzles. Work space in two bedrooms. Kitchen has a stove, oven, microwave, coffee maker, and toaster. Free off-street parking.

Cottage in a Garden
Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Charming one bedroom apartment
Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 2 roll-out beds welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.
Popular amenities for Evanston holiday rentals
Stay near Evanston's top sights
Other great holiday rentals in Evanston

Evanston Garden Guest House

Florence Serenity Stay

Peaceful 1BR Escape in Evanston

COZY unit near Michigan Lake 2nd floor/no elevator

Lux Fabulous 2bed/2bath with parking

Welcome to Serenity.

Charming Cottage in Evanston

Idyllic Evanston Closest possible to beach and NU!
When is the best time to visit Evanston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 SGD | $158 SGD | $178 SGD | $168 SGD | $185 SGD | $193 SGD | $187 SGD | $182 SGD | $165 SGD | $165 SGD | $158 SGD | $155 SGD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Evanston?
Evanston has a mix of stays near historic districts, tree-lined residential areas, and vibrant neighborhoods close to local cafes and shops. Many guests look for accommodations near cultural attractions or university venues for convenience.
What are the best things to do in Evanston with kids?
Families often enjoy exploring Evanston's parks, playgrounds, and public beaches along Lake Michigan. Many visit interactive spaces at the Ecology Center, and community events frequently provide hands-on activities for all ages.
What are some of the best things to do in Evanston?
Evanston has lakefront beaches, art museums, local markets, and public gardens to explore. Many visitors stroll university campuses, enjoy independent shops, and take in theater performances in historic venues.
How is the weather in Evanston?
Evanston experiences cold winters around 19–37°F (-7–3°C), and warm summers near 66–85°F (19–29°C). Spring and fall have milder temperatures with moderate rain, so packing layered clothing and a rain jacket is often suggested.
What are the best places to visit in Evanston?
Evanston has the Charles Gates Dawes House, the Block Museum of Art, and the lakefront parks as frequently suggested stops. Many enjoy exploring neighborhoods with distinct architecture and vibrant public spaces.
What are some hiking trails in Evanston?
Explore local parks like Lighthouse Beach and the Ladd Arboretum, which have walking paths and nature trails. The lakefront area also invites leisurely strolls through green spaces.
What are some family activities we can do in Evanston?
Families in Evanston often visit science centers, historic museums, and lakeside playgrounds. Paddleboarding, nature walks, and hands-on art workshops are among the activities guests find engaging.
What are some of the best day trip ideas from Evanston?
Many travelers take day trips to explore Chicago’s museums, botanical gardens in nearby towns, or forest preserves just outside Evanston. Waterfront villages around Lake Michigan are also frequently suggested.
Are there any pet friendly accommodations available in Evanston?
Many accommodations in Evanston are pet friendly, especially around residential and lake-adjacent neighborhoods. Parks with open spaces make it easy to spend time outside with your pet.
What are some local tips for visiting Evanston?
Exploring neighborhoods on foot helps uncover local coffee shops, historic buildings, and public art. Weekends bring farmers markets, and the lakeshore is an inviting spot for relaxed afternoons or picnics.
What is Evanston known for?
Evanston is known for its historic architecture, university campus, cultural diversity, and arts scene. The city’s lakefront and vibrant dining options also attract guests throughout the year.
What are the best hidden gems to explore in Evanston?
Visitors often discover tucked-away bookshops, quiet sculpture gardens, and small galleries in Evanston. Neighborhood bakeries, vintage stores, and community theaters can offer a locally rooted experience.
What are the best foods to try in Evanston?
Evanston has diverse food options including locally roasted coffee, inventive vegetarian dishes, and Jewish deli specialties. Global flavors like Korean barbecue and Ethiopian cuisine are also often suggested.
What should I bring for a trip to Evanston?
Pack layered clothing for variable weather, a rain jacket for spring and fall, and comfortable shoes for walking around neighborhoods or parks. Sunscreen and a reusable water bottle are helpful for outdoor activities.
What is the nightlife in Evanston like?
Evanston’s nightlife includes laid-back pubs, small music venues, and late-night eateries near the university and downtown area. Guests often enjoy live performances, poetry readings, and locally brewed drinks.
What are the most popular events or festivals in Evanston?
Evanston is known for summer art fairs, cultural parades, and outdoor concerts, especially around late spring and early fall. Community block parties and food festivals are frequently suggested seasonal highlights.
Are there family friendly vacation rentals in Evanston?
Evanston has family friendly vacation rentals in neighborhoods near parks, schools, and community centers. Many options include extra space and amenities suited to travelers with children.
When is the best time to visit Evanston?
Late spring to early fall is often recommended for Evanston trips, with warmer temperatures and outdoor activities available. Cultural events and seasonal festivals tend to happen during these months.
Quick stats about holiday rentals in Evanston

Total holiday rentals
Explore 400 holiday rentals in Evanston

Nightly prices starting at
Evanston holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 22,100 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
390 of Evanston holiday rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Gym and BBQ grill across Evanston rentals

4.7 Average rating
Evanston stays receive an average rating of 4.7 out of 5 from guests
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Soldier Field
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




